One-pot synthesis of 4-aryl-2-cyanoimino-3,4-dihydro-1H-pyrimidines and their reactions

被引：0
|
作者：
A. H. Moustafa
A. S. Shestakov
Kh. S. Shikhaliev
机构：
[1] Voronezh State University,
来源：
Chemistry of Heterocyclic Compounds | 2012年 / 48卷
关键词：
cyanamide; -cyanoimine; dihydropyrimidine; alkylation; Biginelli reaction; oxidation;
D O I：
暂无
中图分类号：
学科分类号：
摘要：
A series of 4-aryl-2-cyanoimino-3,4-dihydro-1H-pyrimidines was obtained as a result of a multicomponent Biginelli reaction using 1,3-dicarbonyl compounds, aromatic aldehydes, and cyanamide. Alkylation of the obtained compounds with benzyl chloride takes place at the two nitrogen atoms of the tetrahydropyrimidine ring, while oxidation with manganese dioxide leads to the corresponding 1-(pyrimidin-2-yl)carbamides or pyrimidine-2-amines, depending on the conditions.
引用
收藏
页码：613 / 619
页数：6
相关论文
共 50 条
  • [21] Unsaturated carboxylic acids in the one-pot synthesis of novel derivatives of 3,4-dihydro-2H-thiopyran
    Ekaterina А. Merkulova
    Aleksei V. Kolobov
    Konstantin L. Ovchinnikov
    Victor N. Khrustalev
    Valentine G. Nenajdenko
    Chemistry of Heterocyclic Compounds, 2021, 57 : 245 - 252
  • [22] Unsaturated carboxylic acids in the one-pot synthesis of novel derivatives of 3,4-dihydro-2H-thiopyran
    Merkulova, Ekaterina A.
    Kolobov, Aleksei V.
    Ovchinnikov, Konstantin L.
    Khrustalev, Victor N.
    Nenajdenko, Valentine G.
    CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2021, 57 (03) : 245 - 252
  • [23] Bronsted acid promoted one-pot synthesis of 4-aryl-3,4-dihydrocoumarins
    Chen, Cheng
    Zhang, Rui
    Lin, Long
    Yang, Guang-Fu
    Wu, Qiong-You
    TETRAHEDRON, 2016, 72 (27-28) : 3917 - 3921
  • [24] Photoredox One-Pot Synthesis of 3,4-Dihydroquinolin-2(1 H )-ones
    He, Jing-Yao
    Bai, Qi-Fan
    Li, Xuewen
    Shou, Jianxin
    Feng, Gaofeng
    SYNLETT, 2022, 33 (07) : 679 - 683
  • [25] One-pot synthesis of novel 1H-pyrimido[4,5-c][1,2]diazepines and pyrazolo[3,4-d]pyrimidines
    Prajapati, Dipak
    Baruah, Partha P.
    Gogoi, Baikuntha J.
    Sandhu, Jagir S.
    BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 2006, 2
  • [26] One-Pot Multicomponent Synthesis of 2-Amino-4-Aryl-4H-Benzo[h]Chromene Derivatives
    Zhang, Zhengyu
    Zheng, Chunling
    Yuan, Ailin
    POLYCYCLIC AROMATIC COMPOUNDS, 2020, 40 (05) : 1397 - 1405
  • [27] Cyclization vs. Elimination Reactions of 5-Aryl-5-hydroxy 1,3-Diones: One-Pot Synthesis of 2-Aryl-2,3-dihydro-4H-pyran-4-ones
    Khera, Rasheed Ahmad
    Ahmad, Rasheed
    Ullah, Ihsan
    Abid, Obaid-Ur-Rahman
    Fatunsin, Olumide
    Sher, Muhammad
    Villinger, Alexander
    Langer, Peter
    HELVETICA CHIMICA ACTA, 2010, 93 (09) : 1705 - 1715
  • [28] ONE-POT SYNTHESIS OF 4-ARYL-1H-[1,2,4]OXADIAZINO[4,5-ALPHA]PERIMIDINES
    RAO, BR
    AHMED, K
    SYNTHESIS-STUTTGART, 1980, (02): : 155 - 156
  • [29] Microwave-assisted reactions:: Part 2 -: One-pot synthesis of pyrimido[1,2-a]pyrimidines
    Abd El Latif, RM
    Barsy, MA
    Aref, AM
    Sadek, KU
    GREEN CHEMISTRY, 2002, 4 (03) : 196 - 198
  • [30] Oxone®-Promoted One-Pot Synthesis of 1-Aryl-4-(organylselanyl)-1H-pyrazoles
    Jacob, Raquel G.
    De Oliveira, Daniela H.
    Peglow, Thiago J.
    Nascimento, Jose E. R.
    Bartz, Ricardo H.
    JOURNAL OF THE BRAZILIAN CHEMICAL SOCIETY, 2019, 30 (10) : 2144 - 2152
12345